Waste Density vs Value Density: Managing the Emotions of Your Board with Real Economics

BOTTOM LINE: Would you be surprised if your organization spent less than 20% of engineering capacity creating customer value? You’re stuck here because your org has so many handoffs it looks like an Olympic marathon relay. Value stream mapping reveals the same number told two ways: value density (aspirational metric that makes boards feel hopeful) … Read more

Your Best Salesperson Didn’t Pick Salesforce. Your Best Engineer Shouldn’t Pick Their AI.

You standardized your sales tools years ago. Now your competitors are doing the same with AI development—and measuring what you can’t. The Disaster You Already Prevent in Sales Your top AE—the one closing $5M deals—didn’t pick Salesforce. Your CRO did. That rep adapted in two weeks and got back to selling. You did this because … Read more

How to Negotiate Your new AI Leadership Comp

They just made you Chief AI Officer. Or VP of AI. Whatever title they invented when the board asked about AI strategy. Here’s what nobody told you: this job will be great for your career and probably end badly. Not because you’ll fail—because they don’t know what they hired you to do. That’s fine. You’re … Read more

Leading AI in the Constraints

Tuesday, 3:47 PM Your phone buzzed. Terry: Can I call you later? Terry is the fake name of the leader, but Terry could be you, or a friend of yours—there are a lot of Terrys right now. You’ve known Terry for years. Ten years at their company. Joined right after the IPO. You’d grab drinks … Read more

As CxO, the 2 Things Your HR Needs to Do Different

Last week, your company declined a senior candidate requesting $250,000 in base compensation. Five years of experience across two startups. Built a complete AI SaaS platform using AI development tools. Delivered features that would have required your engineering teams quarters to ship. Her equity had vested, she sought work-life balance after years of startup intensity, … Read more

Hello New CTO : Your Loan Engine Cost More than Giving Billionaires Free Cars

Or: How I Rewrote Everything, Gave Away Two Free Cars, and Saved $32M Week One: The Numbers New CTO. Corner office. Finally made it. VP of Engineering closes the door: “$50M technology budget. $40M—80%—goes to legacy maintenance. $2M—4%—goes to new products.” You’re spending 80% chasing the past while competitors invest 100% in the future. She … Read more